Nitric Acid → 5-t-Butyl-4-nitro-3-propionylaminopyrazole

HRID 2164507Notes

Reaction equation

HRID 2164507 reaction equation
[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])[C:6]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13235938N-(5-tert-Butyl-1H-pyrazol-3-yl)propanamide

Product 1

HCID 134769895-t-Butyl-4-nitro-3-propionylaminopyrazole

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

2 g (0.01 mole) of 5-t-butyl-3-propionylaminopyrazole as prepared in Example 5 was dissolved in 20 ml of concentrated sulfuric acid, and the solution was cooled to 0° C. 0.6 ml of fuming nitric acid was added dropwise thereto, and the mixture was allowed to react for one hour at 0° C. After completion of the reaction, the reaction solution was poured into a large amount of ice, whereby crystals were precipitated. The crystals were collected by filtration and washed with water to obtain 1 g of 5-t-butyl-4-nitro-3-propionylaminopyrazole.

Workup

  1. customto react for one hour at 0° C
  2. customAfter completion of the reaction
  3. additionthe reaction solution was poured into a large amount of ice, whereby crystals
  4. customwere precipitated
  5. filtrationThe crystals were collected by filtration
  6. washwashed with water

Sources & evidence

ORD record
ord-1bdb217b2bce4505827f85c4506cba55
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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